1-(alpha,alpha,alpha-Trifluoro-m-tolyl)acetone → 2-[1-Methyl-2-(3-trifluoromethyl-phenyl)-ethylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide

HRID 1714345Notes

Reaction equation

HRID 1714345 reaction equation
[CH3:1][C:2]([N:10]1[CH:14]=[C:13]([NH:15][C:16](=[O:22])[CH:17]([NH2:21])[CH2:18][CH2:19][CH3:20])[N:12]=[CH:11]1)([CH3:9])[CH2:3][N:4]1[CH2:8][CH2:7][CH2:6][CH2:5]1.[F:23][C:24]([F:36])([F:35])[C:25]1[CH:26]=[C:27]([CH2:31][C:32](=O)[CH3:33])[CH:28]=[CH:29][CH:30]=1>>[CH3:1][C:2]([N:10]1[CH:14]=[C:13]([NH:15][C:16](=[O:22])[CH:17]([NH:21][CH:32]([CH3:33])[CH2:31][C:27]2[CH:28]=[CH:29][CH:30]=[C:25]([C:24]([F:23])([F:35])[F:36])[CH:26]=2)[CH2:18][CH2:19][CH3:20])[N:12]=[CH:11]1)([CH3:9])[CH2:3][N:4]1[CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 891011-(alpha,alpha,alpha-Trifluoro-m-tolyl)acetoneHCID 671642262-Amino-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide

Product 1

HCID 116776242-[1-Methyl-2-(3-trifluoromethyl-phenyl)-ethylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide

Procedure

2-Amino-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide was reacted with 1-(3-trifluoromethyl-phenyl)-propan-2-one to provide the title compound: C13 NMR (100 MHz, CDCl3) 14.0, 14.2, 19.1, 19.5, 20.0, 21.1, 24.3, 26.6, 26.6, 36.1, 36.5, 43.5, 44.1, 54.6, 55.2, 56.0, 59.1, 60.8, 61.1, 67.3, 104.6, 104.7, 123.4, 126.2, 129.0, 129.2, 131.1, 133.0, 137.2, 140.1, 172.3; MS m/z 494.3 (M+1).

Sources & evidence

ORD record
ord-5dbbb2b31c104c4f9db5c5c6f68a3806
Source dataset
uspto-grants-2010_09
Patent number
US07795447B2

Reaction notes

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